ChemicalBook CAS DataBase List 2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE

2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE synthesis

9synthesis methods

Product Name:2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE
CAS Number:21172-31-6
Molecular formula:C9H7F3O
Molecular Weight:188.15

455-01-6 Synthesis

455-01-6
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2-(3-(TRIFLUOROMETHYL)PHENYL)ACETALDEHYDE

21172-31-6
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Yield:21172-31-6 1.19 g

Reaction Conditions:

with Dess-Martin periodane in chloroform at 20; for 1 h;Cooling with ice;

Steps:

19-1 [3-(Trifluoromethyl)phenyl]acetaldehyde

Reference Example 19-1
[3-(Trifluoromethyl)phenyl]acetaldehyde
To a solution of 3-(trifluoromethyl)phenethyl alcohol (2.00 g) in chloroform (50.0 mL), Dess-Martin periodinane (4.70 g) was added under cooling with ice.
After being brought to room temperature, the reaction mixture was stirred for an hour.
Subsequently, a saturated aqueous solution of sodium hydrogencarbonate (25.0 mL) and a saturated aqueous solution of sodium thiosulfate (25.0 mL) were added and the mixture was vigorously stirred for an hour.
After phase separation, the organic layer was dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure.
The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 98:2-85:15) to give the titled compound as a pale yellow oil (1.19 g).
¹H NMR (300 MHz, CHLOROFORM-d) δ ppm 3.79 (s, 2 H) 7.36 - 7.62 (m, 4 H) 9.77 - 9.81 (m, 1 H).
MS ESI/APCI Dual nega: 187[M-H]^-.

References:

EP2881384,2015,A1 Location in patent:Paragraph 0363; 0354